Middlesex County and Winchester Town property records for 15 addresses on Hillside Ave, Winchester, MA · Last verified August 2026
| Properties | 15 |
|---|---|
| Median Sale Price | $1,430,000 |
| Deeds and Mortgages on File | 35 |
| Median Price per Sqft | $429 |
| Owner Occupied | 93% |
| Median Annual Tax Bill | $226 |
| Median Year Built | 1895 |
| Median Ownership Tenure | 8 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
4 bd · 4.5 ba · 2,823 sqft · 0.25 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,600,000Jan 2024 | $1892025 | Amount on Record Apr 2013 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
5 bd · 4 ba · 4,078 sqft · 0.389 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,627,000Jul 2017 | $2262025 | Amount on Record Jul 1997 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
6 bd · 5.5 ba · 3,863 sqft · 0.312 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,405,000May 2018 | $2662025 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated Jul 2026 |
6 bd · 3.5 ba · 4,739 sqft · 0.247 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,138,000Jul 2009 | $22,4782025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
6 bd · 2.5 ba · 3,360 sqft · 0.172 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $947,000Jun 2005 | $1682025 | Amount on Record May 1991 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
7 bd · 3.5 ba · 6,102 sqft · 0.489 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,620,000Aug 2020 | $3652025 | Amount on Record Aug 2006 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
5 bd · 3 ba · 3,498 sqft · 0.338 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $315,000Jul 1994 | $1992025 | 2 Names on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 2.5 ba · 2,605 sqft · 0.276 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,330,000Aug 2025 | $16,6392025 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated Aug 2026 |
4 bd · 2.5 ba · 3,801 sqft · 0.352 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $950,000Sep 2010 | $19,7992025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
7 bd · 3.5 ba · 5,119 sqft · 0.292 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $638,400Dec 1997 | $2222025 | 1 Name on Record Owner Occupied | AssessorUpdated Apr 2026 |
4 bd · 2.5 ba · 2,813 sqft · 0.323 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,150,000Jul 2018 | $1732025 | Amount on Record Aug 1984 | 1 Name on Record | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 1 ba · 1,268 sqft
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $427,500May 2004 | $7,2062025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
7 bd · 4.5 ba · 5,083 sqft · 0.329 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,975,000Aug 2019 | $2332025 | Amount on Record Jul 2011 | 1 Name on Record Owner Occupied | Assessor + 7 DocumentsUpdated Aug 2026 |
2 bd · 1 ba · 1,096 sqft
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $760,000Jun 2024 | $672025 | Amount on Record Feb 2014 | 1 Name on Record Owner Occupied | AssessorUpdated Apr 2026 |
4 bd · 4.5 ba · 3,833 sqft · 0.598 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,430,000Aug 2019 | $2162025 | —Apr 2017 | 1 Name on Record Owner Occupied | Assessor + 5 DocumentsUpdated Apr 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk to Homes | Low this street's cells rank at the 20th percentile of exposed land nationally · 58th in Massachusetts |
|---|---|
| Wildfire Likelihood | Low — about 1 in 9,524 per year |
| Exposure | Indirect 0 of 2 cells directly exposed · 1 adjoin burnable vegetation |